2 Bears, 1 Cave with Tom Segura & Bert Kreischer

By YMH Studios

Comedian best friends Tom Segura and Bert Kreischer get together in the bear cave at YMH Studios to do what bears do: make each other laugh.... more

4.7

2278822,788 ratings

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FAQs about 2 Bears, 1 Cave with Tom Segura & Bert Kreischer:

How many episodes does 2 Bears, 1 Cave with Tom Segura & Bert Kreischer have?

The podcast currently has 348 episodes available.

2 Bears, 1 Cave with Tom Segura & Bert Kreischer episodes:

May 04, 2026 The Bears Go Up In Smoke | 2 Bears, 1 Cave
The End is here! Ari's new storytelling show is $5.99 per episode at https://theend.ymhstudios.com. There's a total of 7 episodes for you to enjoy!

Check out Joe DeRosa's new podcast Vile and Horrendous Pull up a chair and listen to what Joe does best: piss and moan! https://www.youtube.com/watch?v=bWvLI8xCAa0

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- Brought to you by BetterHelp. Sign up and get 10% off at https://betterhelp.com/bears.
- Don’t let your mind get in the way of a good time. Discover your options at https://BlueChew.com
- Get up to 60% off at https://Babbel.com/BEARS.
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary.
- Head to https://acorns.com/bears or download the Acorns app to get started.

This week on 2 Bears, 1 Cave, Tim and Bart go up in smoke, sharing cigars together as they talk about whatever floats around in their collective heads. They talk about fat guy problems, before going into Tiger Woods' spiraling personal life. The Bears also walk down memory lane, comparing the infamous fat Bert pitching photo to one of him recently, and the drastic change is pretty staggering. They also unpack the text exchange between a student and the teacher sister of influencer Noah Beck, share some wild drug stories, and check out a clip of Doug Stanhope roasting a city council. Also the 2 Bears 5k is coming up! Hope you been training.

2 Bears, 1 Cave Ep. 328

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters
00:00:00 - Intro
00:01:56 - Fat Guy Problems
00:09:23 - Tiger Woods & Cigars
00:21:23 - Pitching Fat Pictures
00:29:30 - Noah Beck's Sister's Texts
00:43:40 - Age Differences
00:47:12 - Girl Talk
00:48:17 - Wild Drug Stories
00:59:19 - Doug Stanhope Fought City Hall
01:05:40 - Brendon Walsh Shenanigans
01:11:33 - Sabbatical & Wrap Up

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1h 17min
April 20, 2026 The End Is Here w/ Ari Shaffir | 2 Bears, 1 Cave
The End is Ari's new storytelling show! And it's finally here! Only at https://theend.ymhstudios.com/ . Get 7 full, hour long episodes of completely unfiltered stories for $29.99. Get it now!

SPONSORS:
- Go to https://ShipStation.com and use code cave for sixty days for free!
- For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS.
- Text BEARS to 64000 to get 20% off all IQBAR products, plus FREE shipping. Message and data rates may apply.
- Get 15% OFF your entire order @‌MANSCAPED with promo code BEARS at https://manscaped.com! #ManscapedPartner #TCSociety
- Brought to you by BetterHelp. When life feels overwhelming, therapy can help. Sign up and get 10% off at https://BetterHelp.com/bears.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com
Welcome back to 2 Bears 1 Cave! This week, Tom Segura and Bert Kreischer are joined by the always unpredictable Ari Shaffir, dropping in to promote “The End”, a bold, no-holds-barred storytelling series that serves as a spiritual sequel and final evolution of his cult-favorite show This Is Not Happening.
This episode dives deep into Ari’s return to long-form storytelling, breaking down how The End was independently produced with a stacked lineup featuring top-tier comics and a unique profit-sharing model that actually pays performers. The trio reflects on the evolution of comedy since Ari's original show, from Comedy Central’s heyday to today’s creator-driven landscape. The conversation spirals into outrageous personal stories, behind-the-scenes industry insights, and hilarious debates about everything from sobriety culture to the lost art of live storytelling. There’s also an unforgettable deep dive into a near-collaboration with Tracy Morgan, a story that almost made it into final show, and the unhinged unseriousness of morning show promotional interviews. Check out The End, y'all! We legit worked hard on it here at Studio Jeans.
2 Bears, 1 Cave Ep. 327

https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com

Chapters
00:00:00 - Intro
00:01:37 - The End
00:04:13 - Big Dicks & Big Chicks
00:12:20 - The Missing Tracy Morgan Story
00:31:10 - Morning Show Chaos
00:43:47 - 2 Bears 5K
00:47:30 - Booze Tales & Sobriety Influencers
01:01:09 - Road Trip Stories
01:08:31 - Tito's Vodka & Final Thoughts

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1h 13min
April 06, 2026Somethings Burning And It's Bert's Bus | 2 Bears, 1 Cave
The End is Ari's new storytelling show! It's almost here! Premieres April 16 on https://theend.ymhstudios.com/ . Presale pricing only available for a short time! You get 7 full, hour long episodes of completely unfiltered stories for $24.99. Afterwards, the price will increase so get it now!
SPONSORS:
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS . Application times may vary. Rates may vary.
- Get 10% off your first month of BlueChew Gold with code BEARS. https://bluechew.com
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
- Brought to you by BetterHelp. When life feels overwhelming, therapy can help. Sign up and get 10% off at https://BetterHelp.com/bears.
- Get up to 60% off at https://Babbel.com/BEARS.
- Join the over 14 million all-time customers who have already saved and invested over $27 billion dollars with Acorns. Head to https://acorns.com/bears or download the Acorns app to get started.
Bert Kreischer and Tom Segura are back with a wild new episode of 2 Bears, 1 Cave, and this one has everything: a terrifying tour bus fire, Bert’s ongoing recovery from blood clots, near-death anxiety, celebrity gossip, and a heated defense of napping. Bert breaks down the shocking story of how his bus blew a tire outside Fargo, was left behind overnight, and then burst into flames just hours later — a moment that may have saved everyone on board. He and Tom unpack how close the situation really was, what Bert lost in the fire, and why he’s still obsessing over the hats.
The Bears also dive into Bert’s fear of flying, life on blood thinners, what it means to face mortality without booze, and the bizarre mental spiral that comes with multiple near-death experiences in a matter of months. From there, the conversation takes its usual chaotic turn into Club Shay Shay, the “lost everything and got it back” misunderstanding, the Jeffrey Epstein email chatter, Chappell Roan backlash, and whether Jon Bernthal is dead wrong about naps.
They also talk about the upcoming 2 Bears 5K in Pasadena on May 9, Bert’s current fitness goals, and whether he can break 30 minutes in the race.
2 Bears, 1 Cave Ep. 326
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:20 - Bert's Bus Burned Down
00:14:47 - Losing Everything
00:18:19 - A Really Cool Gift
00:20:40 - Death Is A Cruel Mistress
00:34:34 - Air Canada Accident + Other Aviation Disasters
00:43:10 - Chappell Roan
00:50:28 - Beefing With Jon Bernthal About Naps
00:56:34 - 2 Bears 5K
01:00:20 - New Bus & Doing Stand-Up Again
01:07:33 - Epstein, Fluffy, & KREISCHER
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1h 16min
March 16, 2026 The Most Redacted Episode Ever | 2 Bears, 1 Cave
SPONSORS:
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS . Application times may vary. Rates may vary.
- For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS.
- Join the over 14 million all-time customers who have already saved and invested over $27 billion dollars with Acorns. Head to https://acorns.com/bears or download the Acorns app to get started.
- Your emotional wellbeing matters. Find support and feel lighter in therapy. Sign up and get 10% off at https://BetterHelp.com/bears.
- Learn a new Language and get up to 60% off your subscription at https://Babbel.com/BEARS
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
In this episode of 2 Bears, 1 Cave, Bert Kreischer and Tom Segura cover everything from Bert’s sorta sober lifestyle, weight loss, sleep improvement, and 5K training to marriage non-negotiables, separate bedrooms, and life on tour. The Bears also react to internet beef between Quentin Tarantino and Rosanna Arquette, joke about the Epstein files, discuss "kept women", talk Trump and Mar-a-Lago, share a tense aborted plane landing story, and spiral into one of their darkest and funniest hypothetical conversations yet. If you missed this show, this one's for you.
2 Bears, 1 Cave Ep. 325
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:19 - Bert's Weight Loss Journey
00:07:14 - Tarantino Beef & Unbothered Rogan
00:18:31 - Chef Drama
00:22:51 - Non-Negotiables
00:33:05 - Kept Women, Money, and Wild Relationship Logic
00:39:57 - Bert Learns He's In The Epstein Files
00:43:47 - Trump & Mar-A-Lago
00:50:07 - Dahmer & Plane Crashes
00:54:59 - How Would You Prefer To Die
01:02:23 - What Language Would You Prefer To Be Killed By?
01:06:55 - Racist Thing A Black Guy Told Me
01:11:40 - Vince Vaughan On The Pod?
01:13:35 - Wrap up

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1h 18min
February 09, 2026 Bert's Not Dead | 2 Bears, 1 Cave
SPONSORS:
- Sponsored by Pepsi. Go try Pepsi Zero Sugar today. Let Your Taste Decide.
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary.
- Get 10% off your first month of BlueChew Gold with code BEARS at https://bluechew.com
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
- Sponsored by BetterHelp. BetterHelp makes it easy to get matched online with a qualified therapist. Sign up and get 10% off at https://BetterHelp.com/bears
- Head to https://factormeals.com/bears50off and use code bears50off to get 50 percent off and free breakfast for a year.
- Get up to 55% off at https://Babbel.com/BEARS.
This week on Two Bears, One Cave, Tom Segura and Bert Kreischer spiral gloriously through brand loyalty, fast-food hot takes, donuts, Super Bowl commercials, health scares, and the kind of brutally honest conversations only best friends can have.
The Bears break down why Pepsi Zero Sugar might actually be better than Coke Zero, debate McDonald’s fries vs. literally everyone else, and revisit classic brand wars like Burger King vs. McDonald’s and Dunkin’ vs. Krispy Kreme. From Blooming Onion horror stories to why you should never order seafood at a steakhouse, this episode is packed with food takes that will absolutely start arguments.
Bert also opens up about his recent blood clot scare, panic attacks, medications, and how the experience completely shifted his perspective on health, mortality, and gratitude. The guys also talk sleep apnea machines, Benadryl addictions, Mounjaro side effects, testosterone confusion, and why medical advice somehow never agrees ever.
Plus: donut shop conspiracies in Los Angeles, Cambodian vs. Vietnamese sandwich excellence, Krispy Kreme’s wild history, Instagram’s “fatties eating” algorithm, tracking down Ari Shaffir in the jungle, and why the 2 Bears 5K might literally save lives.
2 Bears, 1 Cave Ep. 324
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:00:06 - Brand Wars
00:07:07 - Weight Loss Drugs
00:14:58 - Pepsi Challenge
00:22:40 - I Bought A Donut Shop
00:39:22 - Coin Pusher
00:40:54 - 2 Bears 5K Is Back!
00:45:13 - Bert's Blood Clot
00:49:38 - Where In The World Is Ari Shaffir?
00:54:39 - Black Appreciation
01:00:41 - Wrap Up

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1h 3min
January 12, 2026 The End Of Humanity | 2 Bears, 1 Cave
SPONSORS:
- Protect your family with life insurance from Ethos. Get up to $3 million in coverage in as little as 10 minutes at https://ethos.com/BEARS. Application times may vary. Rates may vary.
- Sponsored by BetterHelp. BetterHelp makes it easy to get matched online with a qualified therapist. Sign up and get 10% off at https://BetterHelp.com/bears
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
The OG Bears are back on this absolutely unhinged episode of 2 Bears, 1 Cave! Bert Kreischer and Tom Segura dive headfirst into VR porn disasters, accidental virtual orgies, and the terrifying realization that Oculus might actually be ending humanity.
Bert recounts a weekend alone that spirals into nine virtual orgies, soul-stealing eye contact, and panic-induced controller fumbling in a pitch-black room. The Bears also unpack loneliness, online hate comments, incel psychology, and how social media gives angry dudes a place to scream just to feel noticed.
From there, things somehow get deeper: wealth guilt, excess consumption, purging hundreds of shoes and jackets, Mounjaro weight loss, beating Jelly Roll in the next 2 Bears 5K, parenting chaos, friendship evolution, Jake Paul as a “god,” and why success is always part luck. Enjoy the Bears while they're here.
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2 Bears, 1 Cave Ep. 323
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://store.ymhstudios.com
Gambling Problem? Call 1-800-GAMBLER. New York: call 8778- HOPENY or text HOPENY. Connecticut: call 888-789-7777 or visit https://CCPG.org. On behalf of Boot Hill Casino in Kansas. Wager tax pass-through may apply in Illinois. Twenty one plus in most states. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio Limited time offer.
Chapters
00:00:00 - Intro
00:00:14 - Bert's First Threesome
00:05:58 - Mean Comments
00:13:05 - Hanging With The Kids During Christmas
00:30:02 - Stroke Of Luck
00:34:11 - Excess & Purging Stuff
00:44:05 - Weight Loss, Mounjaro & Jelly Roll
00:55:15 - Jake Paul Is A God?
01:01:01 - Wrap Up

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1h 4min
January 05, 2026 New Year New Roast | 2 Bears, 1 Cave
SPONSORS:
- Get 10% off your first month of BlueChew Gold with code BEARS. Visit https://bluechew.com for more details and important safety information.
- This January, quit overspending on wireless with 50% off Unlimited premium wireless. Plans start at $15/month at https://mintmobile.com/BEARS.
- Sign up for your one-dollar-per-month trial and start selling today at https://shopify.com/bears
It’s the final Winter Bears of the season, and Stavros & Chris are ringing in the New Year the only way they know how: complaining about first class, overeating pastries, and making terrible life decisions! As 2025 wraps, the boys reflect on blown resolutions, chaotic travel plans, New Jersey “vacations,” and Chris’ catastrophic decision to roast the entire Jersey Shore cast. Plus: Delta lounge politics, childhood SNL trauma, double-the-bread-double-the-head, and Stav helping Chris talk through the worst career choice he’s ever made.
Grab a croissant, buckle up, and celebrate the end of the Winter Bears era as we begin a new year!
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https://www.instagram.com/chrisdcomedy/
2 Bears, 1 Cave Ep. 321
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://www.chrisdcomedy.com/
https://www.stavvy.biz/
https://store.ymhstudios.com
Gambling problem? Call one eight hundred Gambler. In New York, call 8778-HOPENY or text HOPENY (467369). In Connecticut, Help is available for problem gambling. Call 888-789-7777 or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio. Limited time offer.
Chapters
00:00:00 - Intro
00:01:09 - First Class Complaints & Latent Homo Things
00:09:00 - New Years Resolutions
00:18:27 - Roasting The Jersey Shore Cast
00:28:45 - Workshopping Roast Jokes
00:39:43 - This Is Probably A Dumb Idea
00:45:02 - The Jersey Shore Photo Roast Session
00:51:31 - New Years Plans & NFL Roasts
00:55:00 - More "Fan" Questions
01:03:37 - Final Thoughts

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1h 8min
December 29, 2025 Pimping Podcast Producers | 2 Bears, 1 Cave
SPONSORS:
- New Year, New Me! Get Huel for FIFTEEN PERCENT OFF with this exclusive offer for New Customers only with code BEARS at https://huel.com/bears (Minimum $75 purchase).
The Winter Bears Stavros Halkias and Chris Distefano return for another completely unhinged takeover of 2 Bears 1 Cave. With Tom Segura and Bert Kreischer nowhere to be found, the guys openly admit they once again didn’t prepare, and then immediately spiral into bread rankings, prostate exams, STD horror stories, religion, celebrity gossip, and the most deranged podcast business ideas ever pitched.
From focaccia-based trauma, to almost doing business with Jeffrey Epstein’s brother, this episode goes fully off the rails and never checks the map again.
Hit subscribe, brace yourself, and remember: this episode exists only because someone might need it someday.
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https://www.instagram.com/chrisdcomedy/
2 Bears, 1 Cave Ep. 321
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://www.chrisdcomedy.com/
https://www.stavvy.biz/
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:01:38 - Fat Boy Pastry Shop
00:07:42 - Just The Tip
00:11:53 - Sexually Transmitted Hilarity
00:25:13 - Family
00:31:15 - Third World Fun & Legendary Funbags
00:35:13 - Pimping Podcast Producers
00:43:42 - Doing Business With An Epstein
00:54:16 - Health Corner
01:01:52 - In Conclusion

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1h 7min
December 22, 2025 Chris & Stavvy Save Christmas! | 2 Bears, 1 Cave
SPONSORS:
- If you’re 21 or older, get 25% OFF your first order + free shipping @IndaCloud with code BEARS at https://inda.shop/BEARS! #indacloudpod
- For simple, online access to personalized and affordable care for Hair Loss, Weight Loss, and more, visit https://Hims.com/BEARS.
- Order a bottle of Por Osos and some killer merch online https://drinkporosos.com
Merry Winter Bears-mas! Stavros Halkias and Chris Distefano take over 2 Bears 1 Cave while Tom Segura and Bert Kreischer are away, and immediately turn it into a holiday fever dream. The Winter Bears dive into chaotic Christmas traditions, Jewish Christmas supremacy, family trauma, weight-loss delusion, wild childhood memories, and the politics of gift-giving. Along the way, they spiral into ancestry revelations, Oldboy-level revenge fantasies, questionable parenting strategies, croissant mukbangs, and an all-time debate over the perfect Christmas Chinese food order. Grab a pastry and strap in — this might be the most unhinged holiday episode in 2 Bears history.
https://www.instagram.com/stavvybaby2
https://www.instagram.com/chrisdcomedy/
2 Bears, 1 Cave Ep. 320
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://www.chrisdcomedy.com/
https://www.stavvy.biz/
https://store.ymhstudios.com
Chapters
00:00:00 - Intro
00:00:57 - Revenge & Christmas Plans
00:06:57 - The Germans Always Make Good Stuff
00:16:33 - Perfect Holiday Dinner Conversations
00:23:38 - Are Greeks Whites?
00:30:40 - Let's Eat Some Tommy Bunz
00:33:35 - Christmas Gifts
00:44:09 - Greek Thieves, Bribing Kids, & Daddy Stavvy
00:52:17 - Favorite Chinese Food Order
00:59:00 - Living The NYC Dream
01:02:28 - Answering Some "Fan" Questions

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1h 10min
December 15, 2025 The Summer Bears Came For The Winter | 2 Bears, 1 Cave
SPONSORS:
- Protect your family with life insurance from Ethos. Get your free quote at https://Ethos.com/BEARS
- Head to https://DRINKAG1.com/BEARS you’ll get the welcome kit, a Morning Person hat, a bottle of Vitamin D3+K2, a AG1 Flavor Sampler and you’ll get to try their new sleep supplement AGZ for free.
- Sign up for a $1 per month trial period at https://shopify.com/bears.
Christmas CAME early! The Summer Bears are now the *Winter Bears* and they have returned to phone it in and fulfill some contractually obligated laughs. Chris Distefano and Stavros Halkias invade YMH Studios to talk awful breakfast decisions, Bert’s cruise from hell, fat-guy medicine science, Husky-induced life chaos, bombing on MTV, fighting GLP-1 drugs, Mike Tyson saving Big Pun at The Tunnel, and why both of them should never own pets, houses, or functioning digestive systems.
It’s chaotic, barely prepared, medically concerning, and absolutely perfect. Enjoy!
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https://www.instagram.com/chrisdcomedy/
2 Bears, 1 Cave Ep. 319
https://tomsegura.com/tour
https://www.bertbertbert.com/tour
https://www.chrisdcomedy.com/
https://www.stavvy.biz/
https://store.ymhstudios.com
Gambling problem? Call one eight hundred Gambler. In New York, call 8778-HOPENY or text HOPENY (467369). In Connecticut, Help is available for problem gambling. Call 888-789-7777 or visit https://ccpg.org. Please play responsibly. On behalf of Boot Hill Casino & Resort (Kansas). Pass-thru of per wager tax may apply in Illinois. Twenty-one plus age and eligibility varies by jurisdiction. Void in Ontario. Restrictions apply. Bet must win to receive Bonus Bets which expire in 7 days. Minimum odds required. For additional terms and responsible gaming resources, see https://DKNG.co/audio. Limited time offer.
Chapters
00:00:00 - Intro
00:03:29 - Slutty Little Breakfast
00:07:14 - Podcast Polyamory
00:14:15 - Chrissy Housing Crisis
00:21:35 - Stavros Vs Fat Guy Medicine
00:31:48 - Fat Joe, Guy Code, & Graveyard Of Failed Shows
00:46:14 - Maybe The Worst Dog Ever
00:56:17 - Geopolitical Shenanigans & NYC Mayors
01:08:11 - Wrap Up

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1h 11min

FAQs about 2 Bears, 1 Cave with Tom Segura & Bert Kreischer:

How many episodes does 2 Bears, 1 Cave with Tom Segura & Bert Kreischer have?

The podcast currently has 348 episodes available.

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